San Benito County rentals with pool

We found 43 rentals with pool — enter your dates for availability

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August 2025

17

September 2025

Explore San Benito County rentals with pools

Hollister Vacation Rental | 3BR | 2BA | 1,750 Sq Ft | Stairs to Access

Pet-Friendly Hollister Getaway w/ Grill!

Sleeps 6 · 3 bedrooms · 2 bathrooms

Interior

Tiny Home Cabin. Farm animals. National Parks., The Pinnacles & Hollister Hills

Sleeps 9 · 2 bedrooms · 1 bathroom

Exterior resembles a log cabin, with a faux stone chimney and log porch railings

Cozy Country Cottage on 1,000 Acre Working Ranch -10 Min to Pinnacles Nat'l Park

Sleeps 2 · 1 bedroom · 1 bathroom

Property grounds

Stunning wine country estate with pool, vineyard, expansive vistas & more

Sleeps 20 · 8 bedrooms · 6 bathrooms

Find spaces that suit your style

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Condo/Apartment

Rentals with Pool in San Benito County

Rentals with Pool in Hollister

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Holiday Rental options in San Benito County

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Mountain holiday rentals in San Benito County

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